2-Mercaptoethanol
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Identifiers
CAS number
60-24-2Molecular formula
C2H6OSSMILES
C(CS)O
Safety labels
Corrosive
Acute Toxic
Irritant
Health
Environmental -
Odor profile
Fragrance Sulfurous 73.34% Meaty 70.42% Savory 40.04% Onion 38.14% Garlic 35.04% Fishy 33.08% Roasted 30.3% Alliaceous 30.27% Burnt 29.89% Cooked 28.19% Flavor Odorless 49.9% Sulfurous 31.35% Pungent 28.83% Bitter 27.3% Alcoholic 26.6% Fishy 24.68% Sweet-like 23.24% Very slight 23.1% Sweet 22.95% Cauliflower 20.87% Odor impact est.
HighOdor threshold
- Odor Threshold Low: 0.12 [mmHg]. Odor Threshold High: 0.64 [mmHg]. [Hawley] Odor threshold from CHEMINFO
- 0.38 mg/cu m (Odor low) 2.04 mg/cu m (Odor high)
- Odor perception threshold is 0.0001 ug/L.
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Properties
XLogP3-AA
-0.2pKa est.
9.17 (weak base)Molecular weight
78.14 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
FastMelting point expt.
- -148 °F (NTP, 1992)
- < 25 °C
Boiling point
- 315 to 316 °F at 742 mmHg (decomposes) (NTP, 1992)
- 158 °C
- Decomp at bp 157-158 °C, 742 mm Hg
- 157 °C
Flash point
- 66.28 ˚C est.
- 165 °F (NFPA, 2010)
- 74 °C
- 165 °F (74 °C) (open cup)
- 74 °C o.c.
Solubility expt.
- greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
- 1000000 mg/L
- Miscible with alcohol, ether, and benzene /Pure liquid/
- Miscible in most organic solvents.
- Miscible in water
- Solubility in water: miscible
- Practically insoluble or insoluble in water
- Soluble (in ethanol)
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Synonyms
- 2-mercaptoethanol
- Beta-Mercaptoethanol
- Mercaptoethanol
- 60-24-2
- Thioglycol
- 2-Sulfanylethanol
- Ethanol, 2-mercapto-
- 2-Thioethanol
- Thioethylene glycol
- 2-Hydroxyethanethiol
- Monothioglycol
- Thiomonoglycol
- 2-Hydroxyethyl mercaptan
- 2-Hydroxy-1-ethanethiol
- 1-Ethanol-2-thiol
- Hydroxyethyl mercaptan
- Monothioethylene glycol
- 2-Mercapto-1-ethanol
- 1-Hydroxy-2-mercaptoethane
- 2-Mercaptoethyl alcohol
- Mercaptoetanol
- Ethylene glycol, monothio-
- beta-Hydroxyethanethiol
- 1-Mercapto-2-hydroxyethane
- Emery 5791
- .beta.-Hydroxyethanethiol
- 2-ME
- USAF EK-4196
- Monothioethyleneglycol
- 2-sulfanylethan-1-ol
- 2-Hydroxyethylmercaptan
- beta-Hydroxyethylmercaptan
- .beta.-Hydroxyethylmercaptan
- NSC 3723
- .beta.-Mercaptoethanol
- CCRIS 2097
- 2mercaptoethanol
- HSDB 5199
- EINECS 200-464-6
- hydroxyethyl sulfide
- UN2966
- BRN 0773648
- 14R9K67URN
- DTXSID4026343
- CHEBI:41218
- AI3-07710
- NSC-3723
- 2-MERCAPTOETHANOL [MI]
- FEMA NO. 4582
- EC 200-464-6
- 4-01-00-02428 (Beilstein Handbook Reference)
- BME
- 2-Mercaptoethanol, >=99.0%
- 2 Mercaptoethanol
- 2-mercapto ethanol
- Cuprate(6-), .mu.-2,2-(1-methyl-1,2-ethanediyl)bisimino(6-fluoro-1,3,5-triazine-4,2-diyl)imino(2-hyd
- MFCD00004890
- UNII-14R9K67URN
- 2Thioethanol
- 1Ethanol2thiol
- b-mercaptoethanol
- 2Mercapto1ethanol
- 2hydroxyethanethiol
- ethylene thioglycol
- 2-mercapto-ethanol
- 2-sulfanyl-ethanol
- beta-sulfanylethanol
- Ethanol, 2mercapto
- mercaptoethyl alcohol
- 2Hydroxy1ethanethiol
- betaHydroxyethanethiol
- beta -mercaptoethanol
- 2-Sulfanylethanol #
- 2-hydroxy-ethanethiol
- 2Mercaptoethyl alcohol
- 2-mercaptoethan-1-ol
- 1Hydroxy2mercaptoethane
- 1Mercapto2hydroxyethane
- 2Hydroxyethyl mercaptan
- betaHydroxyethylmercaptan
- HSCH2CH2OH
- ?-MERCAPTOETHANOL
- beta-Hydroxymercaptoethane
- Ethylene glycol, monothio
- WLN: SH2Q
- BME;2-Sulfanylethan-1-ol
- DivK1c_000784
- BDBM7971
- CHEMBL254951
- DTXCID606343
- HMS502H06
- KBio1_000784
- NSC3723
- NINDS_000784
- Thioglycol [UN2966] [Poison]
- STL482546
- 2-Mercaptoethanol, for electrophoresis
- AKOS000118900
- CCG-231050
- DB03345
- FM46173
- UN 2966
- IDI1_000784
- BP-21398
- 2-Mercaptoethanol, for synthesis, 99.0%
- DS-014379
- M0058
- M1948
- NS00005734
- EN300-19346
- C00928
- 2-Mercaptoethanol, SAJ special grade, >=99.0%
- A832651
- Q411084
- 3-Pyridinecarbonitrile, 4-methyl-2,6-di-5-morpholinyl-
- F0001-1577
- Z104473584
- 2-Mercaptoethanol, for HPLC derivatization, >=99.0% (GC)
- 2-Mercaptoethanol, BioUltra, for molecular biology, >=99.0% (GC)
- 2-Mercaptoethanol, for molecular biology, for electrophoresis, suitable for cell culture, BioReagent, 99% (GC/titration)
- 200-464-6
- Cuprate(6-), [.mu.-[[2,2'-[(1-methyl-1,2-ethanediyl)bis[imino(6-fluoro-1,3,5-triazine-4,2-diyl)imino[2-(hydroxy-.kappa.O)-5-sulfo-3,1-phenylene](2,1-diazenediyl-.kappa.N2)(phenylmethylene)-2,1-diazenediyl-.kappa.N1]]bis[4-sulfobenzoato-.kappa.O]](10-)]]di-, sodium
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Applications
2-Mercaptoethanol (CAS 60-24-2) is widely used as a reducing agent to cleave disulfide bonds in proteins for biochemical analyses and sample preparation (e.g., in SDS-PAGE and Western blot workflows). It is also added to mammalian cell culture media to maintain a reduced environment and protect redox-sensitive enzymes. In industrial and laboratory-scale synthesis, it serves as a chemical intermediate for preparing other thiols and sulfide-containing compounds, and it can function as a chain-transfer agent to control molecular weight in radical polymerizations.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 276.63 methanol 599.12 isopropanol 119.92 water 362.78 ethyl acetate 19.35 n-propanol 155.38 acetone 110.49 n-butanol 117.21 acetonitrile 44.52 DMF 308.78 toluene 2.42 isobutanol 66.08 1,4-dioxane 58.17 methyl acetate 33.37 THF 102.05 2-butanone 40.21 n-pentanol 61.88 sec-butanol 64.03 n-hexane 1.81 ethylene glycol 294.95 NMP 157.25 cyclohexane 3.03 DMSO 389.67 n-butyl acetate 24.53 n-octanol 25.4 chloroform 20.68 n-propyl acetate 21.86 acetic acid 521.29 dichloromethane 18.68 cyclohexanone 61.14 propylene glycol 170.07 isopropyl acetate 12.36 DMAc 138.41 2-ethoxyethanol 143.17 isopentanol 58.09 n-heptane 3.76 ethyl formate 55.89 1,2-dichloroethane 14.18 n-hexanol 49.32 2-methoxyethanol 329.36 isobutyl acetate 12.74 tetrachloromethane 9.38 n-pentyl acetate 19.76 transcutol 210.02 n-heptanol 32.98 ethylbenzene 1.95 MIBK 16.21 2-propoxyethanol 109.52 tert-butanol 80.91 MTBE 14.54 2-butoxyethanol 81.44 propionic acid 149.68 o-xylene 3.41 formic acid 627.25 diethyl ether 16.29 m-xylene 2.83 p-xylene 3.31 chlorobenzene 5.7 dimethyl carbonate 13.19 n-octane 1.43 formamide 482.15 cyclopentanone 96.4 2-pentanone 31.56 anisole 10.33 cyclopentyl methyl ether 24.53 gamma-butyrolactone 94.82 1-methoxy-2-propanol 142.05 pyridine 36.56 3-pentanone 17.19 furfural 114.82 n-dodecane 1.2 diethylene glycol 176.79 diisopropyl ether 4.16 tert-amyl alcohol 48.52 acetylacetone 39.01 n-hexadecane 1.2 acetophenone 17.65 methyl propionate 23.06 isopentyl acetate 17.09 trichloroethylene 27.81 n-nonanol 21.07 cyclohexanol 48.43 benzyl alcohol 26.97 2-ethylhexanol 21.32 isooctanol 22.74 dipropyl ether 15.75 1,2-dichlorobenzene 6.48 ethyl lactate 26.43 propylene carbonate 38.45 n-methylformamide 248.25 2-pentanol 37.83 n-pentane 2.64 1-propoxy-2-propanol 69.35 1-methoxy-2-propyl acetate 24.65 2-(2-methoxypropoxy) propanol 56.25 mesitylene 2.55 ε-caprolactone 51.21 p-cymene 4.12 epichlorohydrin 53.46 1,1,1-trichloroethane 8.55 2-aminoethanol 304.81 morpholine-4-carbaldehyde 147.97 sulfolane 128.62 2,2,4-trimethylpentane 1.27 2-methyltetrahydrofuran 40.36 n-hexyl acetate 22.84 isooctane 1.0 2-(2-butoxyethoxy)ethanol 88.03 sec-butyl acetate 9.32 tert-butyl acetate 15.31 decalin 1.19 glycerin 303.91 diglyme 124.42 acrylic acid 181.8 isopropyl myristate 8.98 n-butyric acid 135.35 acetyl acetate 18.31 di(2-ethylhexyl) phthalate 16.61 ethyl propionate 11.99 nitromethane 278.35 1,2-diethoxyethane 28.71 benzonitrile 16.42 trioctyl phosphate 13.56 1-bromopropane 6.2 gamma-valerolactone 128.43 n-decanol 14.72 triethyl phosphate 11.33 4-methyl-2-pentanol 16.77 propionitrile 26.03 vinylene carbonate 38.89 1,1,2-trichlorotrifluoroethane 127.26 DMS 13.8 cumene 2.46 2-octanol 15.68 2-hexanone 24.74 octyl acetate 14.56 limonene 6.8 1,2-dimethoxyethane 99.03 ethyl orthosilicate 11.12 tributyl phosphate 14.06 diacetone alcohol 50.49 N,N-dimethylaniline 10.61 acrylonitrile 47.87 aniline 19.44 1,3-propanediol 295.03 bromobenzene 3.13 dibromomethane 11.28 1,1,2,2-tetrachloroethane 22.38 2-methyl-cyclohexyl acetate 16.96 tetrabutyl urea 22.43 diisobutyl methanol 10.68 2-phenylethanol 24.67 styrene 2.76 dioctyl adipate 18.87 dimethyl sulfate 28.12 ethyl butyrate 17.76 methyl lactate 45.05 butyl lactate 33.58 diethyl carbonate 11.12 propanediol butyl ether 89.7 triethyl orthoformate 15.22 p-tert-butyltoluene 4.42 methyl 4-tert-butylbenzoate 27.2 morpholine 93.34 tert-butylamine 31.92 n-dodecanol 10.76 dimethoxymethane 71.11 ethylene carbonate 29.07 cyrene 56.67 2-ethoxyethyl acetate 26.86 2-ethylhexyl acetate 13.05 1,2,4-trichlorobenzene 8.87 4-methylpyridine 21.0 dibutyl ether 11.5 2,6-dimethyl-4-heptanol 10.68 DEF 52.82 dimethyl isosorbide 65.0 tetrachloroethylene 27.55 eugenol 40.7 triacetin 30.25 span 80 60.15 1,4-butanediol 119.17 1,1-dichloroethane 8.54 2-methyl-1-pentanol 35.59 methyl formate 124.2 2-methyl-1-butanol 54.14 n-decane 1.73 butyronitrile 28.73 3,7-dimethyl-1-octanol 17.8 1-chlorooctane 4.99 1-chlorotetradecane 2.35 n-nonane 1.61 undecane 1.39 tert-butylcyclohexane 1.29 cyclooctane 1.14 cyclopentanol 76.5 tetrahydropyran 33.5 tert-amyl methyl ether 11.81 2,5,8-trioxanonane 98.65 1-hexene 4.86 2-isopropoxyethanol 68.39 2,2,2-trifluoroethanol 184.14 methyl butyrate 24.12 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |